HUP0303735A2 - Pyrazole derivatives for treating hiv, pharmaceutical compositions containing them and process for their preparation - Google Patents
Pyrazole derivatives for treating hiv, pharmaceutical compositions containing them and process for their preparationInfo
- Publication number
- HUP0303735A2 HUP0303735A2 HU0303735A HUP0303735A HUP0303735A2 HU P0303735 A2 HUP0303735 A2 HU P0303735A2 HU 0303735 A HU0303735 A HU 0303735A HU P0303735 A HUP0303735 A HU P0303735A HU P0303735 A2 HUP0303735 A2 HU P0303735A2
- Authority
- HU
- Hungary
- Prior art keywords
- cycloalkyl
- alkyl
- group
- phenyl
- compounds
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 150000003217 pyrazoles Chemical class 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 238000004519 manufacturing process Methods 0.000 abstract 3
- 208000030507 AIDS Diseases 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- -1 homopiperidyl Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 241000725303 Human immunodeficiency virus Species 0.000 abstract 1
- 208000005074 Retroviridae Infections Diseases 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 abstract 1
- 125000002393 azetidinyl group Chemical group 0.000 abstract 1
- 208000015181 infectious disease Diseases 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 125000002757 morpholinyl group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 125000004193 piperazinyl group Chemical group 0.000 abstract 1
- 125000005936 piperidyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Immunology (AREA)
- Oncology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
A találmány tárgyát az (I) általános képletű pirazolszármazékok és evegyületeket tartalmazó gyógyászati készítmények képezik; a találmánytárgyához tartozik egy eljárás is az (I) általános képletű vegyületekelőállítására és e vegyületek alkalmazása gyógyászati készítményekelőállítására, valamint a találmány tárgyához tartoznak azelőállításhoz alkalmazott közbenső termékek is. A találmány szerintivegyületek alkalmazhatók humán immunhiányvírus által okozottfertőzések, valamint genetikailag rokon retrovírus-fertőzések és ebbőlszármazó szerzett immunhiány-szindróma (AIDS) kezelésére. Az (I)általános képletben a szubsztituensek jelentése igen sokféle, ígypéldául R1 jelentése alkil-, cikloalkil-, fenil-, benzilcsoport,halogénatom, -CN, -OR7, -CO2R10, -CONR5R10, R8 vagy R9, ahol ezenalkil-, cikloalkil-, fenil- és benzilcsoportok adott esetbenszubsztituálva lehetnek, mint R2 jelentése alkil-, alkenil-,cikloalkil-, cikloalkenil-, fenil-, benzilcsoport, R8 vagy R9, aholezen alkil-, cikloalkil-, fenil- és benzilcsoport adott esetbenszubsztituálva lehet halogénatommal, -OR5, -OR12, -CN vagy -CO2R7csoporttal; vagy R1 és R2 együttes jelentése alkiléncsoport, amelyadott esetben oxocsoporttal lehet szubsztituálva; R3 jelentése alkil-,cikloalkil-, fenil-, benzilcsoport, halogénatom, -CN, -OR7, -CO2R5, -CONR5R5, R8 vagy R9, ahol ezen alkil-, cikloalkil-, fenil- ésbenzilcsoport adott esetben szubsztituálva lehet; R4 jelentése fenil-,naftil- vagy piridilcsoport, amely csoportok mindegyike adott esetbenszubsztituálva lehet; mindegyik R5 jelentése egymástól függetlenülalkil- vagy cikloalkilcsoport vagy amennyiben két R5 csoport azonosnitrogénatomhoz kapcsolódik, úgy ezen két csoport a nitrogénatommalegyütt, amelyhez kapcsolódnak, azetidinil-, pirrolidinil-, piperidil-,homopiperidil-, piperazinil-, homopiperazinil- vagymorfolinilcsoportot képezhetnek; R7 jelentése alkil- vagycikloalkilcsoport; R8 jelentése 5-6 tagú aromás heterociklusoscsoport; R9 jelentése 4-7 tagú heterociklusos csoport; R10 jelentéseR8, R9 alkil- vagy cikloalkilcsoport; R12 jelentése alkilcsoport;bizonyos megkötésekkel. ÓThe subject of the invention is pyrazole derivatives of formula (I) and medicinal preparations containing these compounds; the subject of the invention also includes a process for the production of compounds of general formula (I) and the use of these compounds for the production of medicinal preparations, and the subject of the invention also includes the intermediate products used for the production. The compounds of the invention can be used to treat infections caused by human immunodeficiency virus and genetically related retrovirus infections and the resulting acquired immunodeficiency syndrome (AIDS). The meanings of the substituents in the general formula (I) are very diverse, so for example R1 is alkyl, cycloalkyl, phenyl, benzyl, halogen, -CN, -OR7, -CO2R10, -CONR5R10, R8 or R9, where isenalkyl, cycloalkyl- - with OR5, -OR12, -CN or -CO2R7; or R1 and R2 together mean an alkylene group, which may be substituted with an oxo group if appropriate; R3 is alkyl, cycloalkyl, phenyl, benzyl, halogen, -CN, -OR7, -CO2R5, -CONR5R5, R8 or R9, where this alkyl, cycloalkyl, phenyl and benzyl group may be optionally substituted; R 4 is phenyl, naphthyl or pyridyl, each of which may be optionally substituted; each R5 is independently an alkyl or cycloalkyl group or if two R5 groups are attached to the same nitrogen atom, these two groups together with the nitrogen atom to which they are attached can form an azetidinyl, pyrrolidinyl, piperidyl, homopiperidyl, piperazinyl, homopiperazinyl or morpholinyl group; R 7 is alkyl or cycloalkyl; R8 is a 5-6 membered aromatic heterocyclic group; R9 is a 4-7 membered heterocyclic group; R 10 is R 8 , R 9 alkyl or cycloalkyl; R12 is an alkyl group; with certain restrictions. HE
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0108999A GB0108999D0 (en) | 2001-04-10 | 2001-04-10 | Pyrazole derivatives |
| GB0127426A GB0127426D0 (en) | 2001-11-15 | 2001-11-15 | Pyrazole derivatives |
| PCT/IB2002/001234 WO2002085860A1 (en) | 2001-04-10 | 2002-04-04 | Pyrazole derivatives for treating hiv |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HUP0303735A2 true HUP0303735A2 (en) | 2004-03-01 |
| HUP0303735A3 HUP0303735A3 (en) | 2004-07-28 |
| HU229025B1 HU229025B1 (en) | 2013-07-29 |
Family
ID=26245955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0303735A HU229025B1 (en) | 2001-04-10 | 2002-04-04 | Pyrazole derivatives for treating hiv, pharmaceutical compositions containing them and process for their preparation |
Country Status (43)
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002085860A1 (en) * | 2001-04-10 | 2002-10-31 | Pfizer Limited | Pyrazole derivatives for treating hiv |
| MXPA04006184A (en) * | 2001-12-28 | 2004-12-06 | Bayer Pharmaceuticals Corp | 1h-pyrazolyl derivative compounds, for use in diseases associated with the 5-ht2c receptor. |
| JP4228587B2 (en) * | 2002-05-22 | 2009-02-25 | 昭和電工株式会社 | Process for producing aminomethyl group-containing benzamide compound |
| GB0221477D0 (en) * | 2002-09-16 | 2002-10-23 | Pfizer Ltd | Chemical compounds |
| US20040132793A1 (en) * | 2002-09-16 | 2004-07-08 | Pfizer Inc. | Pyrazole derivatives |
| US6933312B2 (en) | 2002-10-07 | 2005-08-23 | Agouron Pharmaceuticals, Inc. | Pyrazole derivatives |
| GB0223232D0 (en) * | 2002-10-07 | 2002-11-13 | Pfizer Ltd | Chemical compounds |
| GB0223234D0 (en) * | 2002-10-07 | 2002-11-13 | Pfizer Ltd | Chemical compounds |
| TW200423930A (en) * | 2003-02-18 | 2004-11-16 | Hoffmann La Roche | Non-nucleoside reverse transcriptase inhibitors |
| JP4485520B2 (en) | 2003-03-24 | 2010-06-23 | エフ．ホフマン−ラ ロシュ アーゲー | Benzyl-pyridazinones as reverse transcriptase inhibitors |
| WO2005013888A2 (en) * | 2003-05-14 | 2005-02-17 | Cytokinetics, Inc. | Compounds, compositions and methods |
| US7220772B2 (en) | 2003-09-05 | 2007-05-22 | Pfizer, Inc. | Pyrazole derivatives |
| US7102001B2 (en) * | 2003-12-12 | 2006-09-05 | Bristol-Myers Squibb Company | Process for preparing pyrrolotriazine |
| BRPI0507670A (en) | 2004-02-13 | 2007-07-17 | Warner Lambert Co | androgen receptor modulators |
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| AR048650A1 (en) * | 2004-05-04 | 2006-05-10 | Tibotec Pharm Ltd | DERIVATIVES OF (1,10B-DIHIDRO-2- (AMINOCARBONIL-PHENYL) -5H-PIRAZOLO [1,5 C] [1,3] BENZOXAZIN-5-IL) METHANONE PHENYL AS INHIBITORS OF HIV VIRAL REPLICATION |
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| US9925190B2 (en) | 2015-02-16 | 2018-03-27 | University of Pittsburgh—of the Commonwealth System of Higher Education | Small molecules targeting HIV-1 Nef |
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